Synthetic Route of 173435-32-0 ,Some common heterocyclic compound, 173435-32-0, molecular formula is C6H7FN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
2-Fluoro-4-methylpyridin-3-amine (1.0 g, 7.93 mmol) and 2 , 5-dimethoxytetrahydrofuran (1.08 mL, 1.05 equiv. ) were suspended in 3 mL of acetic acid and refluxed for 2 hours. The reaction was cooled down to room temperature. The solvents were removed and the residue was purified by silica gel chromatography (EtOAc/hexanes = 1:8, Rf = 0.3) to afford 1.0 g (72%) oil. XH NMR (400 MHz, CDC13) delta 8.10 (dd, J=0.8, 5.1 Hz, 1H) , 7.17 (d, J=5.1 Hz, 1H) , 6.74 (td, J=2.1, 0.9 Hz, 2H) , 6.40 (t, J=2.1 Hz, 2H) , 2.26 (s, 3H) . 13C NMR (101 MHz, CDC13) delta 160.2, 157.8, 149.6, 149.5, 145.5, 145.4, 123.80, 123.76, 122.1, 109.8, 17.29, 17.25. HRMS (m/z) calcd for Ci0Hi0F 2 (M+H) 177.0828; found 177.0827. Richards, et al. (2008) Bioorg. & Med. Chem. Lett. 18:4325-27.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 173435-32-0, 2-Fluoro-4-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; UNIVERSITY OF KANSAS; THE SCRIPPS RESEARCH INSTITUTE; AUBE, Jeffrey; BOHN, Laura; PRISINZANO, Thomas, Edward; SCHOENEN, Frank, John; FRANKOWSKI, Kevin, John; WO2013/40321; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem